Tag: 100-200

Jaime-Figueroa, Saul; Bond, Michael J.; Vergara, J. Ignacio; Swartzel, Jake C.; Crews, Craig M. published an article in 2021. The article was titled 《Synthesis of Isoquinolones by Sequential Suzuki Coupling of 2-Halobenzonitriles with Vinyl Boronate Followed by Cyclization》, and you may find the article in Journal of Organic Chemistry.Application of 2042-37-7 The information in the text is summarized as follows:

A novel, facile, and expeditious two-step synthesis of series of 3,4-unsubstituted isoquinolin-1(2H)-ones from a Suzuki cross-coupling between 2-halobenzonitriles and com. available vinyl boronate followed by platinum-catalyzed nitrile hydrolysis and cyclization was described. In the experimental materials used by the author, we found 2-Bromobenzonitrile(cas: 2042-37-7Application of 2042-37-7)

2-Bromobenzonitrile(cas: 2042-37-7) is used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity. It is commonly employed in reactions that require an electron-rich species to carry out nucleophilic substitution (or addition) reactions.Application of 2042-37-7

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Nitrile – Wikipedia,
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Luo, Jian; Hu, Bo; Wu, Wenda; Hu, Maowei; Liu, T. Leo published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Nickel-Catalyzed Electrochemical C(sp3)-C(sp2) Cross-Coupling Reactions of Benzyl Trifluoroborate and Organic Halides》.Related Products of 623-00-7 The article contains the following contents:

Reported here is the redox neutral electrochem. C(sp2)-C(sp3) cross-coupling reaction of bench-stable aryl halides or β-bromostyrene (electrophiles) and benzylic trifluoroborates (nucleophiles) using nonprecious, bench-stable NiCl2·glyme/polypyridine catalysts in an undivided cell configuration under ambient conditions. The broad reaction scope and good yields of the Ni-catalyzed electrochem. coupling reactions were confirmed by 50 examples of aryl/β-styrenyl chloride/bromide and benzylic trifluoroborates. Potential applications were demonstrated by electrosynthesis and late-stage functionalization of pharmaceuticals and natural amino acid modification, and three reactions were run on gram-scale in a flow-cell electrolyzer. The electrochem. C-C cross-coupling reactions proceed through an unconventional radical transmetalation mechanism. This method is highly productive and expected to find wide-spread applications in organic synthesis. In the experiment, the researchers used many compounds, for example, 4-Bromobenzonitrile(cas: 623-00-7Related Products of 623-00-7)

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Related Products of 623-00-7 It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

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Nitrile – Wikipedia,
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Shi, Xinzhe; Zhang, Jian; Roisnel, Thierry; Soule, Jean-Francois; Doucet, Henri published their research in European Journal of Organic Chemistry in 2021. The article was titled 《Palladium-Catalyzed Direct Diarylation of 2-Benzyl-1,2,3-triazole: a Simple Access to 4-Aryl- or 4,5-Diaryl-2-benzyl-1,2,3-triazoles and Phenanthro[9,10-d][1,2,3]triazoles》.HPLC of Formula: 2042-37-7 The article contains the following contents:

The reactivity of 2-benzyl-1,2,3-triazole in palladium-catalyzed direct arylation was studied. The reaction conditions for the selective synthesis of 2-benzyl-4-aryl-1,2,3-triazoles in moderate to high yields using phosphine-free Pd(OAc)2 catalyst and inexpensive KOAc base have been found. Then, from these 4-aryl-1,2,3-triazoles, the palladium-catalyzed C-H bond functionalization of the C5-position allowed the synthesis of the corresponding 4,5-diarylated 2-benzyl-1,2,3-triazoles. This selective 4,5-diarylation of 2-benzyl-1,2,3-triazole was successfully applied for the straightforward building of the π-extended polycyclic heteroaromatic structures phenanthro[9,10-d][1,2,3]triazoles through Pd-catalyzed C4- and C5-intermol. arylations followed by Pd-catalyzed C-H intramol. arylation. In the experiment, the researchers used 2-Bromobenzonitrile(cas: 2042-37-7HPLC of Formula: 2042-37-7)

2-Bromobenzonitrile(cas: 2042-37-7) is a precursor to the quinazolinones, a class of drugs used to treat autoimmune diseases and coronary heart disease. This substrate molecule undergoes a palladium-catalyzed coupling reaction to form an aromatic ring. The light emission from this reaction can be seen in the reaction solution.HPLC of Formula: 2042-37-7

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Bortnikov, Evgeniy O.; Semenov, Sergey N. published their research in Journal of Organic Chemistry in 2021. The article was titled 《Coupling of Alternating Current to Transition-Metal Catalysis: Examples of Nickel-Catalyzed Cross-Coupling》.Reference of 4-Bromobenzonitrile The article contains the following contents:

The coupling of transition-metal to photoredox catalytic cycles through single-electron transfer steps has become a powerful tool in the development of catalytic processes. In this work, we demonstrated that transition-metal catalysis can be coupled to a.c. (AC) through electron transfer steps that occur periodically at the same electrode. AC-assisted Ni-catalyzed amination, etherification, and esterification of aromatic bromides showed higher yields and selectivity compared to that observed in the control experiments with d.c. Our mechanistic studies suggested the importance of both reduction and oxidation processes in the maintenance of the AC-assisted catalytic reactions. As described in presented examples, the AC assistance should be well-suited for catalytic cycles involving reductive elimination or oxidative addition as a limiting step.4-Bromobenzonitrile(cas: 623-00-7Reference of 4-Bromobenzonitrile) was used in this study.

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Reference of 4-Bromobenzonitrile It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fung, Alfred. K. K.; Yu, Li-Juan; Sherburn, Michael S.; Coote, Michelle L. published their research in Journal of Organic Chemistry in 2021. The article was titled 《Atom Transfer Radical Polymerization-Inspired Room Temperature (sp3)C-N Coupling》.SDS of cas: 17201-43-3 The article contains the following contents:

A simple nonphotochem. procedure is reported for Cu(I)-catalyzed C-N coupling of aliphatic halides with amines and amides. The process is loosely based on the Goldberg reaction but takes place readily at room temperature It uses Cu(I)Br, a commonly used and inexpensive atom transfer radical polymerization precatalyst, along with the cheap ligand N,N,N’,N”,N”-pentamethyldiethylenetriamine, to activate the R-X bond of the substrate via inner-sphere electron transfer. The procedure brings about productive C-N bond formation between a range of alkyl halide substrates with heterocyclic aromatic amines and amides. The mechanism of the coupling step, which was elucidated through application of computational methods, proceeds via a unique Cu(I) → Cu(II) → Cu(III) → Cu(I) catalytic cycle, involving (a) inner-sphere electron transfer from Cu(I) to the alkyl halide to generate the alkyl radical; (b) successive coordination of the N-nucleophile and the radical to Cu(II); and finally reductive elimination. In the absence of a nucleophile, debrominative homocoupling of the alkyl halide occurs. Control experiments rule out SN-type mechanisms for C-N bond formation. In the experiment, the researchers used many compounds, for example, 4-Cyanobenzyl bromide(cas: 17201-43-3SDS of cas: 17201-43-3)

4-Cyanobenzyl bromide(cas: 17201-43-3) is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.SDS of cas: 17201-43-3

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《Electrochemical C-H Cyanation of Electron-Rich (Hetero)Arenes》 was published in Chemistry – A European Journal in 2018. These research results belong to Hayrapetyan, Davit; Rit, Raja K.; Kratz, Markus; Tschulik, Kristina; Goossen, Lukas J.. Recommanded Product: 53005-44-0 The article mentions the following:

A straightforward method for the electrochem. C-H cyanation of arenes and heteroarenes that proceeds at room temperature in MeOH, with NaCN as the reagent in a simple, open, undivided electrochem. cell to afford aryl nitriles was reported. The platinum electrodes were passivated by adsorbed cyanide, which allowed conversion of an exceptionally broad range of electron-rich substrates all the way down to dialkyl arenes. The cyanide electrolyte could be replenished with HCN, opening opportunities for salt-free industrial C-H cyanation. In the part of experimental materials, we found many familiar compounds, such as 2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0Recommanded Product: 53005-44-0)

2-Methoxy-6-methylbenzonitrile(cas: 53005-44-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.Recommanded Product: 53005-44-0

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Application In Synthesis of 4-Cyanobenzyl bromideIn 2020 ,《6-Nitro-1-benzylquinolones exhibiting specific antitubercular activity》 was published in Chemical Biology & Drug Design. The article was written by Beteck, Richard M.; Jordaan, Audrey; Swart, Tarryn; Van Der Kooy, Frank; Warner, Digby F.; Hoppe, Heinrich C.; Legoabe, Lesetja J.. The article contains the following contents:

In this study, we synthesized novel nitro quinolone-based compounds and tested them in vitro against a panel of Gram-pos. and Gram-neg. pathogens including Mycobacterium tuberculosis (MTB), Pseudomonas aeruginosa, Acinetobacter baumannii, Klebsiella pneumonia, Staphylococcus aureus, and Escherichia coli for antibacterial activities and also against HeLa cells for overt cytotoxicity. Compound I was identified as a non-toxic, potent hit with selective activity (MIC90 < 0.24μM) against MTB. I, however, showed no activity against DprE1 mutant, suggesting DprE1 as the likely target for this compound class. In the experiment, the researchers used 4-Cyanobenzyl bromide(cas: 17201-43-3Application In Synthesis of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Application In Synthesis of 4-Cyanobenzyl bromide

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HPLC of Formula: 31938-07-5In 2017 ,《Structural optimization elaborates novel potent Akt inhibitors with promising anticancer activity》 appeared in European Journal of Medicinal Chemistry. The author of the article were Liu, Yang; Yin, Yanzhen; Zhang, Zhen; Li, Carrie J.; Zhang, Hui; Zhang, Daoguang; Jiang, Changying; Nomie, Krystle; Zhang, Liang; Wang, Michael L.; Zhao, Guisen. The article conveys some information:

Targeting of Akt has been validated as a well rationalized approach to cancer treatment, and represents a promising therapeutic strategy for aggressive hematol. malignancies. We describe herein an exploration of novel Akt inhibitors for cancer therapy through structural optimization of previously described 4-(piperazin-1-yl)-7H-pyrrolo[2,3-d]pyrimidine derivatives Our studies yielded a novel series of pyrrolopyrimidine based phenylpiperidine carboxamides capable of potent inhibition of Akt1. Notably, I exhibited robust antiproliferative effects in both mantle cell lymphoma cell lines and primary patient tumor cells. Low micromolar doses of 10h induced cell apoptosis and cell cycle arrest in G2/M phase, and significantly downregulated the phosphorylation of Akt downstream effectors GSK3β and S6 in Jeko-1 cells.2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5HPLC of Formula: 31938-07-5) was used in this study.

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands or 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione.HPLC of Formula: 31938-07-5

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Nitrile – Wikipedia,
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In 2022,Wang, Hui; Han, Wangyujing; Noble, Adam; Aggarwal, Varinder K. published an article in Angewandte Chemie, International Edition. The title of the article was 《Dual Nickel/Photoredox-Catalyzed Site-Selective Cross-Coupling of 1,2-Bis-Boronic Esters Enabled by 1,2-Boron Shifts》.Name: 2-Bromobenzonitrile The author mentioned the following in the article:

Site-selective transition-metal-catalyzed mono-deboronative cross-couplings of 1,2-bis-boronic esters are valuable methods for the synthesis of functionalized organoboron compounds However, such cross-couplings are limited to reaction of the sterically less hindered primary boronic ester. Herein, we report a nickel/photoredox-catalyzed mono-deboronative arylation of 1,2-bis-boronic esters that is selective for coupling of the more sterically hindered secondary/tertiary position. This is achieved by taking advantage of a 1,2-boron shift of primary β-boryl radicals to the thermodynamically favored secondary/tertiary radicals, which are subsequently intercepted by the nickel catalyst to enable arylation. The mild conditions are amenable to a broad range of aryl halides to give β-aryl boronic ester products in good yields and with high regioselectivity. This method also allows stereodivergent coupling of cyclic cis-1,2-bis-boronic esters to give trans-substituted products. The results came from multiple reactions, including the reaction of 2-Bromobenzonitrile(cas: 2042-37-7Name: 2-Bromobenzonitrile)

2-Bromobenzonitrile(cas: 2042-37-7) is used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity. It is commonly employed in reactions that require an electron-rich species to carry out nucleophilic substitution (or addition) reactions.Name: 2-Bromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhu, Ruiheng; Reddy, Ramesh; Ding, Man; Xu, Ming; Deng, Chaoyi; Tadayon, Sam; Li, Hui; Depew, Kristopher; Lane, Benjamin published an article in 2021. The article was titled 《Development and Scale-Up of a Continuous Manufacturing Process for a Hydrazine Condensation Reaction》, and you may find the article in Organic Process Research & Development.COA of Formula: C9H7NO The information in the text is summarized as follows:

The development of a continuous manufacturing process for a hydrazine condensation reaction at high temperature was reported. This continuous process represented a safer approach to manufacture 3-phenyl-1H-pyrazol-5-amine at scale and exhibited better impurity control compared to a traditional batch process. A controlled crystallization allowed consistently low levels of residual hydrazine (<20 ppm) in isolated solids for further processing to final drug substance. The scalability and robustness of the continuous process was demonstrated at 3 kg scale with a throughput of 0.5 kg/h.3-Oxo-3-phenylpropanenitrile(cas: 614-16-4COA of Formula: C9H7NO) was used in this study.

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.COA of Formula: C9H7NO

Referemce:
Nitrile – Wikipedia,
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